21

Deal Island, MD Homes for Sale

Section Image Section Image
  • 10926 Shores Rd, Deal Island, MD 21821
    10926 Shores Rd, Deal Island, MD 21821
    10926 Shores Rd, Deal Island, MD 21821
    /5

    $34,900

    $10K PRICE DROP
    • Land
    • 23,958 Sq Ft
    • $63,455 per Acre

    10926 Shores Rd, Deal Island, MD 21821

    Fantastic Building Lot just over a half acre with views of the Bay and Deeded Water Access. Nice dry land to build your dream home on and enjoy beautiful sunsets!

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    10926 Shores Rd, Deal Island, MD 21821
  • 23483 Beckett Rd, Deal Island, MD 21821
    23483 Beckett Rd, Deal Island, MD 21821
    23483 Beckett Rd, Deal Island, MD 21821
    /58

    $240,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft

    23483 Beckett Rd, Deal Island, MD 21821

    Escape to the charm of coastal country living at 23483 Beckett Rd in Deal Island, where peace, space, and modern comfort meet. Nestled on 1.43 acres and not in a flood zone, this fully renovated 3-bedroom, 2-bath farmhouse blends timeless appeal with thoughtful upgrades, creating the perfect getaway or full-time residence. Inside, you’ll find brand-new luxury vinyl plank flooring, new stainless

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

    23483 Beckett Rd, Deal Island, MD 21821
  • 10821 Toddville Rd, Chance, MD 21821
    10821 Toddville Rd, Chance, MD 21821
    10821 Toddville Rd, Chance, MD 21821
    /29

    $50,000

    $10K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $100,000 per Acre

    10821 Toddville Rd, Chance, MD 21821

    Come check out this half acre property near the water! There is an existing 3-bedroom, 1.5-bath home, with electric, septic & a well in the heart of Deal Island offering the opportunity to make the best of coastal country living! Tucked on a quiet street and not in a flood zone, this property is ideally located near Deal Island Beach, multiple marinas, public boat ramps, and abundant hunting

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

    10821 Toddville Rd, Chance, MD 21821
  • 23232 Lola Wheatley Rd, Deal Island, MD 21821
    23232 Lola Wheatley Rd, Deal Island, MD 21821
    23232 Lola Wheatley Rd, Deal Island, MD 21821
    /51

    $249,900

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft

    23232 Lola Wheatley Rd, Deal Island, MD 21821

    **Restored 1900 Traditional Farmhouse in Historic Deal Island, Maryland** Discover the charm of this beautifully restored 1900 traditional farmhouse, nestled in the picturesque setting of historic Deal Island. This stunning home perfectly balances timeless character with modern amenities, offering a unique opportunity to own a piece of history. As you enter, you'll be greeted by the warm ambiance

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    23232 Lola Wheatley Rd, Deal Island, MD 21821
  • Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    /8

    $149,999

    $25K PRICE INCREASE
    • Land
    • 2.67 Acres
    • $56,179 per Acre

    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821

    RARE WATERFRONT OPPORTUNITY ON TANGIER SOUND – 2.34 ACRES WITH PRIVATE BEACH!This is one of the last remaining waterfront lots featuring a private beach along the scenic Tangier Sound with approved septic. Spanning a generous 2.34 acres, this property offers a perfect blend of seclusion and open-water views. Imagine building your dream home nestled in the private wooded area of the lot while

    Timothy Morgan Keller Williams Realty Delmarva

    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
  • 11161 Roland Parks Rd, Deal Island, MD 21821
    11161 Roland Parks Rd, Deal Island, MD 21821
    11161 Roland Parks Rd, Deal Island, MD 21821
    /58

    $249,900

    $49K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,550 Sq Ft

    11161 Roland Parks Rd, Deal Island, MD 21821

    Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space.Designed for indoor-outdoor living, the

    Casey Neves The Parker Group

    11161 Roland Parks Rd, Deal Island, MD 21821
  • Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
    /2

    $24,999

    • Land
    • 13,068 Sq Ft
    • $83,330 per Acre

    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821

    0.3 acre commercially zoned property located on the corner of Deal Island Rd and Hotel Rd. Lot was previously home to a gas station in the 1980s, which has since been demolished. Old perc records are available. Lot is conveniently close to the Deal Island boat ramp and within minutes you can be out on the Chesapeake Bay. Great corner location! Owner financing is available.

    Melissa Laird LAIRD & ASSOCIATES

    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
  • 10116 Deal Island Rd, Deal Island, MD 21821
    10116 Deal Island Rd, Deal Island, MD 21821
    10116 Deal Island Rd, Deal Island, MD 21821
    /59

    $198,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    10116 Deal Island Rd, Deal Island, MD 21821

    Let "Home" be here! Your forever vacation in a quaint rural nautical town or make this cottage home a great 2nd home for seasonal getaways! Neighborly community with water access in every direction.This charming 2 Bedroom 1 Bathroom cottage home hosts all NEW stainless steel kitchen appliances and solid hardwood floors! Large unfinished attic space can be finished as a bonus room. All

    Caroline Reed Century 21 Harbor Realty

    10116 Deal Island Rd, Deal Island, MD 21821
  • 23290 Custom House Rd, Deal Island, MD 21821
    23290 Custom House Rd, Deal Island, MD 21821
    23290 Custom House Rd, Deal Island, MD 21821
    /64

    $299,900

    • 5 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    23290 Custom House Rd, Deal Island, MD 21821

    Looking for peace, tranquility, and true Eastern Shore living? Welcome home. This unique 5-bedroom retreat on Deal Island is still in its teenage years and ready to meet its next chapter. Lovingly cared for by the original owner since completion in 2008, this 2,400-sq-ft home blends comfort, privacy, and value rarely found in this setting. Tucked into its own private pocket of mature trees and

    William Brown EXP Realty, LLC

    23290 Custom House Rd, Deal Island, MD 21821
  • Parcel 228 Fishhook Ln, Chance, MD 21821
    Parcel 228 Fishhook Ln, Chance, MD 21821
    Parcel 228 Fishhook Ln, Chance, MD 21821
    /10

    $25,000

    • Land
    • 1.75 Acres
    • $14,286 per Acre

    Parcel 228 Fishhook Ln, Chance, MD 21821

    1.75 acres down a private lane that backs up to State of Maryland property along Rock Creek. Perfect place for an outdoorsman getaway - privacy, surrounded by wildlife, great fishing and hunting and you are less than five minutes from a public boat ramp along the Chesapeake's Tangier Sound. Property has not been perced.

    Julie Swift The Land Group

    Parcel 228 Fishhook Ln, Chance, MD 21821
  • 10762 Toddville Rd, Deal Island, MD 21821
    10762 Toddville Rd, Deal Island, MD 21821
    10762 Toddville Rd, Deal Island, MD 21821
    /15

    $110,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    10762 Toddville Rd, Deal Island, MD 21821

    Tucked away in a peaceful neighborhood next to Deal Island and the shores of Tangier Sound, this ranch-style home offers comfort and opportunity. Set on a 1-acre, mostly cleared, corner lot, the property provides plenty of room for outdoor entertaining, gardening, or future expansion. Enjoy the best of both worlds—serene coastal living with the convenience of Salisbury just under 30 minutes away,

    Peter Frevel Benson & Mangold, LLC

    10762 Toddville Rd, Deal Island, MD 21821
  • 23145 Edelen Webster Rd, Deal Island, MD 21821
    23145 Edelen Webster Rd, Deal Island, MD 21821
    23145 Edelen Webster Rd, Deal Island, MD 21821
    /35

    $965,000

    • Land
    • 9.63 Acres
    • $100,208 per Acre

    23145 Edelen Webster Rd, Deal Island, MD 21821

    A truly rare opportunity to own 9.63 secluded Bayfront acres overlooking the breathtaking Tangier Sound and the Chesapeake Bay. This extraordinary property offers approximately 500 feet plus of shoreline, reinforced and protected with stone riprap, along with a private sandy beach—an exceptional feature for this Eastern Shore gem. Enjoy spectacular, postcard-worthy sunsets and panoramic views

    Ed Balcerzak Berkshire Hathaway HomeServices PenFed Realty-WOC

    23145 Edelen Webster Rd, Deal Island, MD 21821
  • 23686 Earl Webster Rd, Deal Island, MD 21821
    23686 Earl Webster Rd, Deal Island, MD 21821
    23686 Earl Webster Rd, Deal Island, MD 21821
    /14

    $75,000

    • 3 Beds
    • 1 Bath
    • 1,338 Sq Ft

    23686 Earl Webster Rd, Deal Island, MD 21821

    7.25 acres of country living. The current home is considered a tear-down, but could be a great renovation for someone looking for a project with plenty of land to explore. Current owners do not know the operating condition of any of the appliances or mechanics, including the septic system. Being sold as-is, but let your imagination run wild as this could be the perfect property for you!

    Chris Thomas Berkshire Hathaway HomeServices PenFed Realty

    23686 Earl Webster Rd, Deal Island, MD 21821
  • 10771 Toddville Rd, Deal Island, MD 21821
    10771 Toddville Rd, Deal Island, MD 21821
    /2

    $45,000

    • Land
    • 1.96 Acres
    • $22,959 per Acre

    10771 Toddville Rd, Deal Island, MD 21821

    Tommy Mitchener Prime Resource Realty & Property Management, INC

    10771 Toddville Rd, Deal Island, MD 21821
  • 10515 Cassandra Dr, Deal Island, MD 21821
    10515 Cassandra Dr, Deal Island, MD 21821
    10515 Cassandra Dr, Deal Island, MD 21821
    /34

    $415,000

    • 6 Beds
    • 2.5 Baths
    • 2,401 Sq Ft

    10515 Cassandra Dr, Deal Island, MD 21821

    Beautiful Waterfront Retreat on Tangier Sound Welcome to the island life! This unique waterfront home offers a rare opportunity to own a property with 180 feet of bulkhead on the navigable Tangier Sound. Imagine spending your days crabbing and fishing right from your own backyard, and your mornings with a cup of coffee watching breathtaking sunrises. The evenings are just as magical, with

    Jennifer Whittington EXP Realty, LLC

    10515 Cassandra Dr, Deal Island, MD 21821
  • 10814 Toddville Rd, Deal Island, MD 21821
    10814 Toddville Rd, Deal Island, MD 21821
    /2

    $43,000

    • Land
    • 32,670 Sq Ft
    • $57,333 per Acre

    10814 Toddville Rd, Deal Island, MD 21821

    Tommy Mitchener Prime Resource Realty & Property Management, INC

    10814 Toddville Rd, Deal Island, MD 21821
  • 0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
    /10

    $53,000

    • Land
    • 20,037 Sq Ft
    • $115,217 per Acre

    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821

    This buildable lot offers peaceful water views of the Tangier Sound, located just about 270 feet from the shoreline, giving you that coastal feel without the waterfront price tag. Whether you’re looking to build your full-time home or a weekend escape, this property gives you the perfect canvas to bring your vision to life. Picture freshly caught blue crabs, days spent fishing or out on the boat,

    Graham Salvo EXP Realty, LLC

    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
  • 11086 Lee Ave, Deal Island, MD 21821
    11086 Lee Ave, Deal Island, MD 21821
    11086 Lee Ave, Deal Island, MD 21821
    /10

    $45,000

    • Land
    • 1.18 Acres
    • $38,136 per Acre

    11086 Lee Ave, Deal Island, MD 21821

    Over an acre of beautiful waterfront on Rock Creek near Chance. Current use is recreational as a septic system has not been approved. A three year offshore blind and a shoreline license has been applied for for hunters to enjoy. The property pushes out into the creek which should allow for a dock. This property has amazing views and privacy if you are looking for tranquil surroundings to enjoy

    Lisa Spicer ERA Martin Associates

    11086 Lee Ave, Deal Island, MD 21821
  • parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821
    parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821
    /2

    $10,000

    • Land
    • 8,712 Sq Ft
    • $50,000 per Acre

    parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821

    small parcel land on Melvin White Road, Deal Island, Md can be used to store crab pots, boats.

    Cassandra Price The Spence Realty Group

    parcel 210 Melvin White Rd, Deal Island Historic District, MD 21821
  • 10765 Roland Parks Rd, Deal Island, MD 21821
    10765 Roland Parks Rd, Deal Island, MD 21821
    /2

    $45,000

    • Land
    • 21,780 Sq Ft
    • $90,000 per Acre

    10765 Roland Parks Rd, Deal Island, MD 21821

    Tommy Mitchener Prime Resource Realty & Property Management, INC

    10765 Roland Parks Rd, Deal Island, MD 21821
  • 0 Keen Rd Unit MDSO2006676, Chance, MD 21821
    0 Keen Rd Unit MDSO2006676, Chance, MD 21821
    /2

    $35,000

    $5K PRICE DROP
    • Land
    • 1.2 Acres
    • $29,167 per Acre

    0 Keen Rd Unit MDSO2006676, Chance, MD 21821

    All cleared and ready for development! The property previously received perc approval for a sand mound septic system; however, updated approval will be required through the Somerset County Health Department. Final septic approval will be based on the proposed home size and building plans—buyer to verify with Somerset County. Located in the quiet subdivision of Chance Cove, this lot offers just

    Darron Whitehead Whitehead Real Estate Exec.

    0 Keen Rd Unit MDSO2006676, Chance, MD 21821
Maryland Somerset County Deal Island

Real Estate & Homes for Sale in Deal Island, MD

Frequently Asked Questions

Is Deal Island, MD a safe city?
In general, the safest neighborhood in Deal Island, MD with lower crime scores is Deal Island.
What are the most popular zip codes in Deal Island, MD?
The most popular zip codes in Deal Island, MD include 21821, 21853, 21871, 21840 and 21814.
What are the most popular neighborhoods near Deal Island, MD?
The most popular neighborhoods near Deal Island, MD are Westover, Mount Vernon, Eden, South Salisbury and North Camden.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group